Anodyne| Domoic acid | |
|---|---|
 | |
| Molecular structure via molpic | |
| Conformer structure via 3Dmol.js | |
| Molecular formula | C15H21NO6[1] |
| Molecular mass | 311.33 g/mol[1] |
| Density | 1.27 g/cu cm /Predicted/ g/cm3[1] |
| Appearance | Colorless crystal needles[1] |
| Predicted LogP | -1.3[1] |
| Decomposition | When heated to decomposition it emits toxic vapors of /nitrogen oxides/.[1] |
| Solubility | Soluble in water (8 mg/mL)[1] |
| Chirality | absolute[2] |
| Identifiers [] | |
|---|---|
| IUPAC name | (2S,3S,4S)-4-[(2Z,4E,6R)-6-carboxyhepta-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid[1] |
| SMILES | C[C@H](/C=C/C=C(/C)\[C@H]1CN[C@@H]([C@H]1CC(=O)O)C(=O)O)C(=O)O[1] |
| InChI | InChI=1S/C15H21NO6/c1-8(4-3-5-9(2)14(19)20)11-7-16-13(15(21)22)10(11)6-12(17)18/h3-5,9-11,13,16H,6-7H2,1-2H3,(H,17,18)(H,19,20)(H,21,22)/b5-3+,8-4-/t9-,10+,11-,13+/m1/s1[1] |
| InChIKey | VZFRNCSOCOPNDB-AOKDLOFSSA-N[1] |
| Dosing |
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Domoic acid
Domoic acid (also known as (-)-domoic acid, (3S,4S)-4-[(2Z,4E,6R)-6-carboxyhepta-2,4-dien-2-yl]-3-(carboxymethyl)-L-proline, 3-Pyrrolidineacetic acid, 2-carboxy-4-(5-carboxy-1-methyl-1,3-hexadienyl)-, (2S-(2-α,3-β,4-β(1Z,3E,5S)))-*, (2S,3S,4S)-3-(carboxymethyl)-4-[(1Z,3E,5R)-5-carboxy-1-methyl-hexa-1,3-dienyl]pyrrolidine-2-carboxylic acid, (2S,3S,4S)-4-[(2Z,4E,6R)-6-carboxy-6-methylhexa-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid, (2S-(2α,3β,4β(1z,3e,5r)))-2-carboxy-4-(5-carboxy-1-methyl-1,3-hexadienyl)-3-pyrrolidineacetic acid, 3-Pyrrolidineacetic acid, 2-carboxy-4-((1z,3e,5r)-5-carboxy-1-methyl-1,3-hexadien-1-yl)-, (2s,3s,4s)-, 3-Pyrrolidineacetic acid, 2-carboxy-4-((1Z,3E,5R)-5-carboxy-1-methyl-1,3-hexadienyl)-, (2S,3S,4S)-, 3-Pyrrolidineacetic acid, 2-carboxy-4-[(1Z,3E,5R)-5-carboxy-1-methyl-1,3-hexadienyl]-, (2S,3S,4S)- or LDomoic acid) is a neurotoxin substance of the amino acid class.
Chemistry
Stereochemistry
Domoic acid is a absolute mixture